Ft-raman, ft-ir, nmr and dft calculations of 5-bromo-1h benzimidazole

Year 2017, Volume: 21 Issue: 3, 430 - 441, 01.06.2017

Emine Babur Şaş , Mustafa Kurt

https://doi.org/10.16984/saufenbilder.296818

Cited By: 2

Abstract

This paper were investigated spectroscopic studies of 5-bromo-1h benzimidazole (5Br1HB)
with FT-Raman and FT-IR spectral techniques. To produce a tables of vibrational spectra,
Mulliken and NMR analysis, density of function theory (DFT) calculations withB3LYP/6-
311+G(d,p) level of theory were calculated for optimized structure. Mulliken charge of the
5Br1HB molecule was also presented and interpreted. Electronic structures features (HOMOLUMO
and molecular electrostatic potential surface (MEP)) of the title molecule were
performed using TD-DFT/B3LYP/6-311+G(d,p) method. The theoretical values with the
experimental values showed very good agreement.

Keywords

5-bromo-1h benzimidazole, FT-Raman, FT–IR

5-bromo-1h benzimidazolun ft-raman, ft-ir, nmr ölçümleri ve dft hesaplamalari

Abstract

Bu makalede 5-bromo-1h benzimidazolun (5Br1HB) spektroskopik özellikleri deneysel ve
teorik yöntemlerle incelendi. Minimum enerjili geometrinin titreşim spektrumları, Mulliken
ve NMR analizi yapıldı ve teorik olarak da yoğunluk fonksiyon teori (YFT)
hesaplamalarıB3LYP/6-311+G(d,p) metoduyla hesaplandı.5Br1HB molekülünün Mulliken
yükleri de sunuldu ve yorumlandı. Başlıktaki molekül için elektronik yapı özellikleri
(HOMO-LUMO ve moleküler elektrostatik potansiyel yüzey (MEP)) TD-DFT/B3LYP/6-
311+G(d,p) metodu kullanılarak gerçekleştirildi. Deneysel değerlerle teorik değerler çok iyi
uyum gösterdi.

Keywords

5-bromo-1h benzimidazol, FT-Raman, FT–IR

References

• Charansingh, G., Ganesh, J., Mohammad, S., Rajesh, K., Anant, G., Deepak, N., Mahendra, S., Bioorg. Med. Chem. Lett. 2008, 18, 6244.
• Orjales, A.; Mosquera, R.; Labeaga, L.; Rodes, R. J. Med. Chem. 1997, 40, 586.
• Comprehensive Heterocyclic Chemistry II; Grimmett, M. R., Katritzky, A. R., Rees, C. W., Scriven, E. F. V., Eds.; Pergamon Press: Oxford, 1996. Vol. 3, pp. 77–22
• J. Mann, A. Baron, Y. Opoku-Boahen, E. Johansson, G. Parkinson, L.R. Kelland, S. Neidle, J. Med. Chem. 44 (2001) 138–144
• N.T. Abdel-Ghani, A.M. Mansour, Eur. J. Med. Chem. 47 (2012) 399–411.
• N.M. Goudgaon, V. Dhondiba, A. Vijayalaxmi, Indian J. Heterocycl. Chem. 13 (2004) 271–272
• N.T. Abdel-Ghani, A.M. Mansour, Spectrochim. Acta A 91 (2012) 272–284.
• P.N. Preston, Chem. Rev. 74 (1974) 279–314.
• S. Mohan, Spectrochim. Acta, A 47 (1991) 1111.
• T.D. Klots, P. Devlin, W.B. Collier, Spectrochim. Acta, A 53 (1997) 2445.
• M.A. Morsy, M.A. Al-Khadi, A. Suwaiyan, J. Phys. Chem. A 106 (2002) 9196.
• S. Yurdakul, C. Yilmaz, Vibrational Spectrosc. 21 (1999) 127.
• J.P. Merrick, D. Moran, L. Radom, J. Phys. Chem. A 111 (2007) 11683.
• J. Baker, A.A. Jarzecki, P. Pulay, J. Phys. Chem. A102 (1998) 1412–1424.
• P. Pulay, J. Baker, K. Wolinski, 2013 Green AcresRoad, Suite A, Fayettevile, AR72703, USA.
• M.E. Casida, J.M. Seminario (Eds.), Recent Developments and Applications of Modern Density Functional Theory, Theoretical and Computational Chemistry, vol. 4, Elsevier, Amsterdam, 1996, p. 391.
• R.Ditchfield, Chem. Phys.76(1972)5688–5691.
• E.B. Sas, M. Kurt, M. Karabacak, A. Poiyamozhi, N. Sundaraganesan, Journal of Molecular Structure 1081 (2015) 506–518.
• Long-Huai Cheng, Zheng Zheng, Zhi-Li Han, Zhi-Chao Wu, Hong-Ping Zhou, Acta Cryst. E68 (2012) o2890. ISSN 1600.
• V. Arjunan, A. Raj, C.V. Mythili, S. Mohan, Journal of Molecular Structure 1036 (2013) 326–340
• T.S. Xavier, N. Rashid, I. H. Joe, Spectrochimica Acta Part A 78 (2011) 319–326
• [21] N. Puviarasan, V. Arjunan, S. Mohan, Turk.J. Chem.,2002, 26, 323.
• [22] N. T. A. Ghani, A. M. Mansour, Spectrochimica Acta Part A, 91 (2012) 272–284
• [23] N. T. A. Ghani, A. M. Mansour, Spectrochimica Acta Part A, 86 (2012) 605–613
• [24] G. Varsanyi, Vibrational Spectra of Benzene Derivatives, Academic Press: New York, 1969.
• [25] V. Krishnakumar, V. Balachandran, T. Chithambarathanu, Spectrochim. Acta,2005, 62A, 918.
• [26] V. Krishnakumar, R. John Xavier, Indian J. Pure Appl. Phys.,2003, 41, 597.
• [27] V. Krishnakumar, V.N. Prabavathi, Spectrochim. Acta, 2008, Part A 71, 449.
• [28] F. Weinhold, C. R. Landıs, Chemistry Education Research and Practice in Europe, 2001, 2, 2, 91–104
• [29] D.N. Sathyanarayana, Vibrational Spectroscopy – Theory and Applications, second ed., New Age International (P) Limited Publishers, New Delhi, 2004.
• [30] V. Krishna Kumar, R. John Xavier, Ind. J. Pure Appl. Phys. 41 (2003) 95.
• [31] G. Varsanyi, Assignments for Vibrational Spectra of Seven Hundred Benzene Derivatives, vol. 1, Adam Hilger, London, 1974.
• [32] S. Pinchas, D. Samuel, M. Weiss-Broday, J. Chem. Soc. 1688. (1961).
• [33] L. Kahovec, K.W.F. Kohlreusch, Monatsh. Chem. 74 (1941) 333.
• [34] R. Ditchfield, J. Chem. Phys.,1972, 56 ,5688–5691.
• [35] K. Wolinski, J. F. Hinton, P. Pulay, J. Am. Chem. Soc.,1990, 112, 8251–8260.
• [36] H.O. Kalinowski, S. Berger, S. Braun, Carbon–13 NMR spectroscopy, John Wiley and Sons, Chichester, 1988
• [37] K. Pihlaja, E. Kleinpeter (Eds.), Carbon–13 chemical shifts in Structural and Sterochemical Analysis, VCH Publishers, Deerfield Beach, 1994
• [38] I. Fleming, Frontier Orbitals and Organic Chemical Reactions, Wiley, London, 1976.
• [39] K. Fukui, Science 218, 1982, 747-754.
• [40] E. Scrocco, J. Tomasi, Adv. Quantum Chem. 11 (1978) 115–121.
• [41] C. Muñoz-Caro, A. Niño, M.L. Sement, J.M. Leal, S. Ibeas, J. Org. Chem. 65 (2000) 405–410.
• [42] P. Politzer, K.C. Daiker, The Force Concept in Chemistry, Van Nostrand Reinhold Co., 1981.
• [43] P. Politzer, P.R. Laurence, K. Jayasuriya, in: J. McKinney, Structure Activity Correlation in Mechanism Studies and Predictive Toxicology, Special Issue of Environ. Health Perspect., vol. 61, 1985, p. 191.
• [44] P. Politzer, J.S. Murray, in: D.L. Protein, R. Beveridge, R. Lavery (Eds.), Theoretical Biochemistry and Molecular Biophysics: A Comprehensive Survey, vol. 2, Adenine Press, Schenectady, NY, 1991, pp. 165–191.
• [45] E. Scrocco, J. Tomasi, Topics in Current Chemistry, vol. 42, Springer Verlag, Berlin, 1973.
• [46] P. Politzer, D.G. Truhlar (Eds.), Chemical Applications of Atomic and Molecular Electrostatic Potentials, Plenum Press, NY, 1981.